Dimethylamine → 8-(Dimethylamino)-1,4-dioxaspiro[4.5]decane-8-carbonitrile

HRID 351328Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 351328
[O:1]1[C:5]2([CH2:10][CH2:9][C:8](=O)[CH2:7][CH2:6]2)[O:4][CH2:3][CH2:2]1.[CH3:12][NH:13][CH3:14].[C-]#N.[K+].Cl.[CH3:19][NH:20]C>CO>[CH3:12][N:13]([CH3:14])[C:8]1([C:19]#[N:20])[CH2:9][CH2:10][C:5]2([O:4][CH2:3][CH2:2][O:1]2)[CH2:6][CH2:7]1

Komponenten

6

Edukt 4

HCID 674DimethylamineHCID 9032Potassium CyanideHCID 10473Dimethylamine, hydrochlorideHCID 5674151,4-Dioxaspiro[4.5]decan-8-one

Produkt 1

HCID 3609778-(Dimethylamino)-1,4-dioxaspiro[4.5]decane-8-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Starting with 200 g 1,4-dioxaspiro[4.5]decan-8-one, 168 l aqueous dimethylamine solution (40% by volume), 200 ml methanol, 200 g potassium cyanide and 303 g dimethylamine hydrochloride were added and the reaction mixture was stirred for 65 hours at ambient temperature. The resultant white suspension was extracted four times with 800 ml diethylether in each case, the combined extracts were initially concentrated and taken up with 500 ml dichloromethane, the organic phase was separated, dried over sodium sulfate, filtered, concentrated and substantially freed of solvent residues under vacuum. 265 g 8-dimethylamino-1,4-dioxaspiro[4.5]decane-8-carbonitrile were obtained as a white solid.

Aufarbeitung

  1. additionwere added
  2. extractionThe resultant white suspension was extracted four times with 800 ml diethylether in each case
  3. concentrationthe combined extracts were initially concentrated
  4. customthe organic phase was separated
  5. dry with materialdried over sodium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4fe706d74d6147ccbfc7e1baf4f359c2
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07183436B2

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